Family-friendly holiday rentals in Old Orchard Beach

Alluring 1 Bedroom cabin just 50ft from beach no.6

Come to relax, or be as busy as you choose and enjoy seven uninterrupted miles of sandy beaches. Nestled in a restful pine grove just a 30 second walk from Maine’s finest beach. 0.75 mile walk to the hustly & bustle of downtown Old Orchard Beach, our Cottage is situated in the peaceful residential pocket of Ocean Park - South Old Orchard Beach. Step out of your cottage and walk just a few steps until your feet hit the flat, golden sand & take in the beautiful Atlantic ocean. Do not miss sunrise!

The Pine Grove

Newly rebuilt - the Pine Grove is air conditioned and features a 10 by 14 ft deck, a brand new bathroom with tub, bedroom closets, and a full kitchen. It is one half of two charming rustic cottages set on a single plot on a leafy side-street. This cottage is wedged in a "grove" of tall majestic pine trees that provide an abundant supply of shade and breeze, pine cones, needles and all. It is great for families with children and a short walk (.4 of a mile) through the neighborhood to the beach.

The Boardwalk: Lux Vintage - 5 min Walk to Beach

Come feast your eyes on Grand Old Orchard Beach! For 125 years it’s lured seaside dreamers with 7 miles of soft sand, a bustling boardwalk, bully eats, and the only oceanfront amusement park in the land. Our swell luxury home rests quiet as a Sunday morn—just 5 min walk to the surf, and 15 min walk to the thrills. Shell huntin’, coaster ridin’, lobster rolls, and leisure galore. And only 25 minutes by motorcar—Portland awaits, a proper foodie town of cobblestone, lighthouses, markets, and art.

Beautiful ocean view home in Old Orchard Beach!

Welcome to Sea Pines! Only a short walk to the beach from this spacious three-bedroom two bath retreat on a private in-town pine tree wooded lot with fence, that gives you lots of privacy for bbq’s and toasting marshmallows in the fire pit. Enjoy your morning coffee, and sunsets from the beautiful ocean view rooftop deck. This home has everything you could want from an ocean vacation in Maine. And has large driveway for parking. We have everything you need to just come relax and enjoy!

Close Enough

This sweet little two bedroom, just 5 streets from the beach and along the trolley line, is the newest in our Close Enough family! It is packed with charm and convenience, while being nestled in one of OOB's quietest neighborhoods. This cottage has just enough of everything to make your beach vacation complete, from vintage kitchen charm, to full size laundry facilities , to an adorable private patio for regrouping after a day at the beach! Ask us about discounts for longer stays!

Steps to Beach, Pier, Park | Condo with Pool • 6

Welcome to Sunset Suites, your ideal getaway in the heart of Old Orchard Beach! Each updated 1-bedroom suite features a kitchenette with a sink, fridge, a private bathroom with a shower, one comfortable queen bed and a pull out twin sofa bed. Enjoy our on-site pool or take advantage of the fantastic location: adjacent to a park with tennis courts, and just a short stroll to Playland Adventures, the famous pier, and the beach. Experience your perfect home away from home!

Updated Studio Across From Beach!

Modern beach cottage with a funky industrial vibe. Located across the street from the beach, just about a 2 minute walk to reach the sand. Quick drive (15 miles) to Portland and walk or bike to Old Orchard Beach. Our unit is located across the street from the beach, making it the ideal location for your next beach vacation! Located 2 doors away from the local market and deli, grab a sandwich and head to the quiet local stretch of Pine Point beach.

160 East by the sea #4 Steps to the Beach

You must be 21 years of age Steps to 7 miles of sandy beach. Walking distance from shops, restaurants, public transportation and more. 20 mInute Drive to Portland. One room unit with Kitchen, Bath, King bed and a Queen Sofa Bed. (360 sq. ft.) Accommodates family of 4 2 adults and 2 Children or 3 Adults max Parking for 1 vehicle. Yard with Picnic Tables and umbrellas (seasonal) Gas Grill No Smoking property No Pets Allowed.

Luxury Beach Front Condo! Prime Location!

✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ If you see a longer minimun, it’s likely to prevent the reservation from leaving a single night open. Just select different start date. ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨

#4 Vintage Cottage walk to the beach and Pier!

3 night Min. stay 6/1 to Labor Day. Cottage 4 is a 2 bedroom classic cottage with soothing beach colors and well appointed with comfortable furnishings. It is our only cottage with a claw foot bath tub. The cottage has a fully stocked kitchen with pots and pans. The cottage also has a private deck with a gas grill. A short walk, and you are at the 7 mile stretch of sandy beach and pier. Yes we allow pets.

Woods Lane Golf and Beach Vacation

Directly across from Dunegrass Golf Course clubhouse, restaurant, and bar. Just built with gorgeous finishes. Open layout for kitchen, living, dining, mini bar. Just 7 minute drive to OOB pier and the beaches. 2 car garage. and driveway that fits 4 cars. Get away from the crazy and loud beach homes and relax in the golf course community. Patio with seating for 8 with gas grill.

Sunny studio apartment->100 yards to the beach

Sunny studio apartment in an owner occupied 2 family home. Great for an individual or a couple. A short walk to the beach (about 100 yards/5 min walk), Half way between Ocean Park and downtown OOB/the seasonal train station. Off Street parking and separate entrance at the back of the house. Centrally located to the Maine Turnpike, Jetport, UNE and other Southern Maine locations.